Ring Closing Metathesis as an Efficient Protocol for the Stereoselective Synthesis of Spiro C-Linked 4-Deoxy Disaccharides

Author(s): Jakkidi J. Reddy, Asra Begum, Pagadala Jayaprakash, Gangavaram V.M. Sharma, Ajit C. Kunwar.

Journal Name: Letters in Organic Chemistry

Volume 5 , Issue 2 , 2008

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Ring closing metathesis protocol on bis-allylic chirons derived from sugars was utilized for the stereoselective synthesis of spiro C-linked deoxy disaccharides. Uloses derived from D-xylose and L-sorbose were converted into bisallylic derivatives, which on RCM gave the spiro-pyrane rings. The xylose-derived spiro-pyrane on sequential oxidations was converted into new deoxy spiro C-disaccharides.

Keywords: Grubbs catalyst, ring closing metathesis, stereoselective synthesis, spiro C-linked 4-deoxy disaccharides, bisallylic chirons

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Article Details

Year: 2008
Page: [110 - 115]
Pages: 6
DOI: 10.2174/157017808783743939
Price: $65

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